35173-74-1

Basic information

• Product Name: 3,3'-bis-indolyl(phenyl)methane
• Synonyms: 3,3'-bis-indolyl(phenyl)methane
• CAS NO: 35173-74-1
• Molecular Weight: 322.409
• Mol File: 35173-74-1.mol
• Article Data: 189

Chemical Properties

• CAS DataBase Reference: 3,3'-bis-indolyl(phenyl)methane(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3'-bis-indolyl(phenyl)methane(35173-74-1)
• EPA Substance Registry System: 3,3'-bis-indolyl(phenyl)methane(35173-74-1)

Safety Data

• Hazardous Substances Data: 35173-74-1(Hazardous Substances Data)

Upstream product

• 120-72-9 indole 
• 13608-31-6 3,4,4-trimethyl-2-phenyl-1,3-oxazolidine 
• 14850-89-6 (E)-N'-benzylidenebenzohydrazide 
• 51608-60-7 phenyl N-tosyl imine 
• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 100-52-7 benzaldehyde 
• 588-64-7 benzaldehyde phenylhydrazone 
• 487-89-8 Indole-3-carboxaldehyde 
• 100-58-3 phenylmagnesium bromide 
• 155396-71-7 tert-butyl N-(phenyl(phenylsulfonyl)methyl)carbamate 
• 496-15-1 1-indoline 
• 52670-38-9 2-ethynylaniline 
• 615-43-0 2-iodophenylamine 
• 603-76-9 1-methylindole 

Downstream Products

• 29670-53-9 6,12-diphenyl-5,6,11,12-tetrahydroindolo[3,2-b]carbazole 
• 911303-02-1 3-[(4-methylphenylsulfonyl)(phenyl)methyl]-1H-indole 
• 1018685-92-1 6-(4-methoxyphenyl)-12-phenyl-5,7-dihydroindolo[2,3-b]carbazole 
• 120-72-9 indole 
• 910217-11-7 6,12-diphenyl-5,11-dihydroindolo[3,2-b]carbazole 
• 27152-07-4 2,8-diphenyl-1,2,3,8-tetrahydroindolo[2,3-b]carbazole 
• 1529515-20-5 4-((1H-indol-3-yl)(phenyl)methyl)-N,N-dimethylaniline 
• 53924-36-0 4-((1H-indol-3-yl)(phenyl) methyl)-N,N-dimethylaniline 

Relevant articles and documents

Lewis acid-catalyzed reactions in protic media. Lanthanide-catalyzed reactions of indoles with aldehydes or ketones

Lanthanide triflates were found to be effective catalysts for reactions of indoles with aldehydes or ketones in aqueous solution.

Highly enantioselective Friedel-Crafts reaction of indoles with imines by a chiral phosphoric acid

Highly enantioselective Friedel-Crafts reactions of indoles with imines catalyzed by a chiral phosphoric acid are developed, affording the 3-indolyl methanamine derivatives with up to >99% ee for a wide range of substrates. Copyright

Novel method for synthesis of unsymmetrical bis(indolyl)alkanes catalyzed by ceric ammonium nitrate (CAN) under ultrasonic irradiation

The reaction of indole with (1H-indol-3-yl)(alkyl) methanol was catalyzed efficiently by ceric ammonium nitrate under ultrasonic irradiation to afford the unsymmetrical bis(indolyl)alkane in good to excellent yields.

Solvent-free indoles addition to carbonyl compounds promoted by CeCl 3·7H2O-NaI-SiO2: An efficient method for the synthesis of streptindole

Efficient electrophilic substitution reactions of indoles with various carbonyl compounds proceed easily in solvent-free conditions using CeCl 3·7H2O-NaI-SiO2. system promoter, to afford the corresponding bis(1H-indol-3-yl

Triarylmethyl Cation-Catalyzed Three-Component Coupling for the Synthesis of Unsymmetrical Bisindolylmethanes

An efficient synthesis of unsymmetrical bisindolylmethanes has been accomplished using triarylmethyl cations to catalyze the reaction of N-arylimines with two different indoles. Optimization of the organocatalyst by tuning cation stability allows for excellent single addition selectivity when coupled with p-nitrophenyl imines. The optimal catalyst is commercially available, and the reaction minimizes waste and environmental impact by employing a one-to-one ratio of starting materials. The intermediates can be isolated or used in situ in a one-pot two-step reaction to generate unsymmetrical bisindolylmethanes in high yields. The reaction tolerates a broad range of imines with the highest yields observed for electron-poor and neutral imines. A wide range of indole nucleophiles are also successfully employed allowing for the creation of a large variety of unsymmetrical bisindolylmethanes.

Bis-indolylation of aldehydes and ketones using silica-supported FeCl3: Molecular docking studies of bisindoles by targeting SARS-CoV-2 main protease binding sites

We report herein an operationally simple, efficient and versatile procedure for the synthesis of bis-indolylmethanes via the reaction of indoles with aldehydes or ketones in the presence of silica-supported ferric chloride under grindstone conditions. The prepared supported catalyst was characterized by SEM and EDX spectroscopy. The present protocol has several advantages such as shorter reaction time, high yield, avoidance of using harmful organic solvents during the reaction and tolerance of a wide range of functional groups. Molecular docking studies targeted toward the binding site of SARS-CoV-2 main protease (3CLpro or Mpro) enzymes were investigated with the synthesized bis-indoles. Our study revealed that some of the synthesized compounds have potentiality to inhibit the SARS-CoV-2 Mpro enzyme by interacting with key amino acid residues of the active sites via hydrophobic as well as hydrogen bonding interactions.